CN105980469B - 作为聚酰胺中增色剂的聚烯烃共聚物 - Google Patents
作为聚酰胺中增色剂的聚烯烃共聚物 Download PDFInfo
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- CN105980469B CN105980469B CN201580006074.9A CN201580006074A CN105980469B CN 105980469 B CN105980469 B CN 105980469B CN 201580006074 A CN201580006074 A CN 201580006074A CN 105980469 B CN105980469 B CN 105980469B
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- 239000004952 Polyamide Substances 0.000 title claims abstract description 57
- 229920002647 polyamide Polymers 0.000 title claims abstract description 56
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- 229920000642 polymer Polymers 0.000 claims abstract description 107
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- -1 ethylene, propylene, 1-butene Chemical class 0.000 claims description 123
- 229920002292 Nylon 6 Polymers 0.000 claims description 66
- 239000000178 monomer Substances 0.000 claims description 60
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims description 32
- 150000001875 compounds Chemical class 0.000 claims description 29
- 239000000835 fiber Substances 0.000 claims description 25
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 22
- 150000002763 monocarboxylic acids Chemical class 0.000 claims description 22
- 125000001931 aliphatic group Chemical group 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 19
- 229920006012 semi-aromatic polyamide Polymers 0.000 claims description 19
- 229920006345 thermoplastic polyamide Polymers 0.000 claims description 15
- 229920003231 aliphatic polyamide Polymers 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 150000002148 esters Chemical class 0.000 claims description 14
- 239000003063 flame retardant Substances 0.000 claims description 14
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 13
- 229920002302 Nylon 6,6 Polymers 0.000 claims description 13
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
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- 238000002844 melting Methods 0.000 claims description 11
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- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 claims description 10
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- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 20
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 17
- 239000003381 stabilizer Substances 0.000 description 17
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 16
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 15
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 14
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 12
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 11
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- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 11
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 11
- 239000005711 Benzoic acid Substances 0.000 description 10
- 239000005749 Copper compound Substances 0.000 description 10
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 10
- 235000010233 benzoic acid Nutrition 0.000 description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 10
- 150000001880 copper compounds Chemical class 0.000 description 10
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000010949 copper Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 150000001408 amides Chemical class 0.000 description 8
- 150000001412 amines Chemical class 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 7
- 239000004953 Aliphatic polyamide Substances 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 150000008064 anhydrides Chemical class 0.000 description 7
- 229910052802 copper Inorganic materials 0.000 description 7
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- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 7
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 7
- 125000002950 monocyclic group Chemical group 0.000 description 7
- KKEYFWRCBNTPAC-UHFFFAOYSA-N terephthalic acid group Chemical group C(C1=CC=C(C(=O)O)C=C1)(=O)O KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 7
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 7
- 125000003542 3-methylbutan-2-yl group Chemical group [H]C([H])([H])C([H])(*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 6
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- 125000003118 aryl group Chemical group 0.000 description 6
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- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 150000002924 oxiranes Chemical class 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 6
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 5
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical group C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 description 5
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- 150000003839 salts Chemical group 0.000 description 5
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- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 4
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- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 description 1
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- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical group C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DHERNFAJQNHYBM-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1.O=C1CCCN1 DHERNFAJQNHYBM-UHFFFAOYSA-N 0.000 description 1
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- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
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- 159000000000 sodium salts Chemical class 0.000 description 1
- HHJJPFYGIRKQOM-UHFFFAOYSA-N sodium;oxido-oxo-phenylphosphanium Chemical compound [Na+].[O-][P+](=O)C1=CC=CC=C1 HHJJPFYGIRKQOM-UHFFFAOYSA-N 0.000 description 1
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- LTURHSAEWJPFAA-UHFFFAOYSA-N sulfuric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OS(O)(=O)=O.NC1=NC(N)=NC(N)=N1 LTURHSAEWJPFAA-UHFFFAOYSA-N 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K7/00—Use of ingredients characterised by shape
- C08K7/02—Fibres or whiskers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K7/00—Use of ingredients characterised by shape
- C08K7/02—Fibres or whiskers
- C08K7/04—Fibres or whiskers inorganic
- C08K7/14—Glass
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
- C08L23/0846—Copolymers of ethene with unsaturated hydrocarbons containing other atoms than carbon or hydrogen atoms
- C08L23/0869—Acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/20—Applications use in electrical or conductive gadgets
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/14—Polymer mixtures characterised by other features containing polymeric additives characterised by shape
- C08L2205/16—Fibres; Fibrils
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- Chemical Kinetics & Catalysis (AREA)
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- Compositions Of Macromolecular Compounds (AREA)
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| EP14152712.7 | 2014-01-27 | ||
| EP14152712 | 2014-01-27 | ||
| PCT/EP2015/051476 WO2015110629A1 (de) | 2014-01-27 | 2015-01-26 | Polyolefincopolymere als farbverbesserer in polyamiden |
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| CN105980469A CN105980469A (zh) | 2016-09-28 |
| CN105980469B true CN105980469B (zh) | 2019-03-12 |
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| EP (1) | EP3099738B1 (ko) |
| JP (1) | JP2017505840A (ko) |
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| UA (1) | UA119254C2 (ko) |
| WO (1) | WO2015110629A1 (ko) |
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| KR102574669B1 (ko) | 2015-01-23 | 2023-09-04 | 바스프 에스이 | 용융 추출에 의한 폴리아릴 에테르의 탈염화 |
| EP3261813B1 (de) | 2015-02-23 | 2020-04-22 | Volkswagen Aktiengesellschaft | Verfahren zur herstellung faserverstärkter bauteile oder halbzeuge |
| US11225555B2 (en) | 2015-05-12 | 2022-01-18 | Basf Se | Caprolactam formulations |
| WO2017102504A1 (en) | 2015-12-18 | 2017-06-22 | Basf Se | Energy recovery in a method for preparing 1,3,5-trioxane |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0558048A1 (en) * | 1992-02-28 | 1993-09-01 | Idemitsu Petrochemical Company Limited | Thermoplastic resin composition |
| CN102597080A (zh) * | 2009-10-27 | 2012-07-18 | 巴斯夫欧洲公司 | 耐热老化的聚酰胺 |
| CN102952395A (zh) * | 2011-08-25 | 2013-03-06 | 朗盛德国有限责任公司 | 具有增加的水解耐受性的热塑性模制组合物 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4000479A1 (de) * | 1990-01-10 | 1991-07-11 | Bayer Ag | Ternaere mischungen |
| CN100467533C (zh) * | 2003-09-29 | 2009-03-11 | 日本瑞翁株式会社 | 热塑性弹性体组合物和成形体 |
| JP4620734B2 (ja) * | 2004-06-08 | 2011-01-26 | ランクセス・ドイチュランド・ゲーエムベーハー | 改良された流動性を有するポリアミド成形用組成物 |
| EP1950238A3 (en) * | 2008-02-22 | 2008-09-03 | Solvay Advanced Polymers, L.L.C. | Flame resistant polymer composition with improved color stability |
| KR101246494B1 (ko) * | 2008-06-17 | 2013-03-25 | 미쓰이 가가쿠 가부시키가이샤 | 올레핀계 중합체 왁스 함유 수지 조성물 |
| KR101475012B1 (ko) * | 2008-12-31 | 2014-12-23 | 코오롱플라스틱 주식회사 | 폴리아미드 수지 조성물 |
| JP6209908B2 (ja) * | 2013-09-06 | 2017-10-11 | 星光Pmc株式会社 | 成形材料用樹脂組成物の製造方法およびその成形体 |
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- 2015-01-26 HU HUE15701212A patent/HUE038221T2/hu unknown
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2016
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0558048A1 (en) * | 1992-02-28 | 1993-09-01 | Idemitsu Petrochemical Company Limited | Thermoplastic resin composition |
| CN102597080A (zh) * | 2009-10-27 | 2012-07-18 | 巴斯夫欧洲公司 | 耐热老化的聚酰胺 |
| CN102952395A (zh) * | 2011-08-25 | 2013-03-06 | 朗盛德国有限责任公司 | 具有增加的水解耐受性的热塑性模制组合物 |
Non-Patent Citations (1)
| Title |
|---|
| Colour changes in pigmented Nylon-6 systems containing copper iodide;Stephen W.Bigger;《Polymer Degradation and Stability》;20080618(第93期);第1711-1714页 |
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| MX2016009819A (es) | 2016-12-02 |
| US20160340509A1 (en) | 2016-11-24 |
| CA2937993C (en) | 2022-05-17 |
| ZA201605811B (en) | 2019-01-30 |
| AU2015208082B2 (en) | 2018-02-22 |
| KR20160111004A (ko) | 2016-09-23 |
| WO2015110629A1 (de) | 2015-07-30 |
| SI3099738T1 (en) | 2018-03-30 |
| EP3099738B1 (de) | 2017-11-29 |
| KR102305168B1 (ko) | 2021-09-28 |
| MY190729A (en) | 2022-05-12 |
| PT3099738T (pt) | 2018-03-06 |
| AU2015208082A1 (en) | 2016-08-18 |
| PL3099738T3 (pl) | 2018-05-30 |
| ES2661293T3 (es) | 2018-03-28 |
| EP3099738A1 (de) | 2016-12-07 |
| TR201802773T4 (tr) | 2018-03-21 |
| CN105980469A (zh) | 2016-09-28 |
| PH12016501410A1 (en) | 2016-08-22 |
| BR112016017327B1 (pt) | 2021-11-23 |
| HUE038221T2 (hu) | 2018-10-29 |
| UA119254C2 (uk) | 2019-05-27 |
| BR112016017327A8 (pt) | 2020-06-16 |
| IL246812A0 (en) | 2016-08-31 |
| JP2017505840A (ja) | 2017-02-23 |
| MX370911B (es) | 2020-01-09 |
| CA2937993A1 (en) | 2015-07-30 |
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